(1R,7S)-1,10,10-trimethyl-4-phenyl-3,5-diazatricyclo[5.2.1.0(2,6)]deca-2⁽⁶⁾,3-diene

Base Information

• Chemical Name: (1R,7S)-1,10,10-trimethyl-4-phenyl-3,5-diazatricyclo[5.2.1.0(2,6)]deca-2⁽⁶⁾,3-diene
• CAS No.: 1027006-04-7
• Molecular Formula: C₁₇H₂₀N₂
• Molecular Weight: 252.359

Synonyms:(1R,7S)-1,10,10-trimethyl-4-phenyl-3,5-diazatricyclo[5.2.1.0(2,6)]deca-2⁽⁶⁾,3-diene

Chemical Property of (1R,7S)-1,10,10-trimethyl-4-phenyl-3,5-diazatricyclo[5.2.1.0(2,6)]deca-2⁽⁶⁾,3-diene

Chemical Property:

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Technology Process of (1R,7S)-1,10,10-trimethyl-4-phenyl-3,5-diazatricyclo[5.2.1.0(2,6)]deca-2⁽⁶⁾,3-diene

There total 2 articles about (1R,7S)-1,10,10-trimethyl-4-phenyl-3,5-diazatricyclo[5.2.1.0(2,6)]deca-2⁽⁶⁾,3-diene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 55.0%

(1R,4S)-3-hydroxyimino-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one (663-17-2,5338-41-0,13854-86-9,13854-87-0,22472-58-8,31571-14-9,103833-77-8) + benzylamine (100-46-9) → (1R,7S)-1,10,10-trimethyl-4-phenyl-3,5-diazatricyclo[5.2.1.0(2,6)]deca-2(6),3-diene (1027006-04-7)

Guidance literature:

at 150 ℃; for 1h;

DOI:10.1016/j.tetasy.2008.10.026 DOI:10.3998/ark.5550190.0011.226

Reference yield: 38.0%

(R)-camphorquinone (10334-26-6) + benzaldehyde (100-52-7) → (1R,7S)-1,10,10-trimethyl-4-phenyl-3,5-diazatricyclo[5.2.1.0(2,6)]deca-2(6),3-diene (1027006-04-7) + (1R)-1,9,11,11,12,12-hexamethyl-1,2,3,4,6,7,8,9-octahydro-1r,4c;6t,9t-dimethano-phenazine (916658-88-3)

Guidance literature:

With ammonium acetate; In isopropyl alcohol; for 48h; Reflux;

DOI:10.1016/j.tetasy.2008.10.026

Reference yield: 95.0%

(1R,7S)-1,10,10-trimethyl-4-phenyl-3,5-diazatricyclo[5.2.1.0(2,6)]deca-2(6),3-diene (1027006-04-7) + methyl iodide (74-88-4) → C18H22N2 (1110673-19-2)

Guidance literature:

(1R,7S)-1,10,10-trimethyl-4-phenyl-3,5-diazatricyclo[5.2.1.0(2,6)]deca-2⁽⁶⁾,3-diene; With n-butyllithium; In tetrahydrofuran; hexane; at 0 ℃; for 0.166667h; Inert atmosphere;

methyl iodide; In tetrahydrofuran; hexane; at 0 ℃; for 1h;

DOI:10.1016/j.tetasy.2008.10.026

upstream raw materials:

(R)-camphorquinone

benzaldehyde

(1R,4S)-3-hydroxyimino-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one

benzylamine

Downstream raw materials:

C₁₈H₂₂N₂

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